Cumberland Island Vacation Packages

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Your Cumberland Island Vacation

With a vacation package to Cumberland Island, say goodbye to travel planning and hello to an effortless adventure. Every detail of your getaway has been taken care of before you go, so you can enjoy each moment discovering this interesting city. There's plenty to put on your itinerary during your trip to Cumberland Island, beginning with leading attractions such as Cumberland Island National Seashore and Plum Orchard Mansion. Your ultimate Cumberland Island vacation is only clicks away. Search accommodations, flights and more on Expedia for a getaway that's tailored just for you.

Top Cumberland Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

Downtown Jacksonville
CA $779
per person
Oct 16 - Oct 18
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
9/10 Wonderful! (1,785 reviews)
Excellent front staff valet and property well maintained and excellent location.

Reviewed on Sep 5, 2026

Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

Southside
CA $891
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Jacksonville (JAX)
7.8/10 Good! (2,036 reviews)
Elizabeth Pointe Lodge

Elizabeth Pointe Lodge

CA $1,351
per person
Oct 16 - Oct 18
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Jacksonville (JAX)
9.2/10 Wonderful! (556 reviews)
Had a great experience. Will for sure return again.

Reviewed on Aug 26, 2026

Hoyt House Amelia Island

Hoyt House Amelia Island

Fernandina Beach Historic District
CA $1,126
per person
Oct 16 - Oct 18
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Jacksonville (JAX)
9.4/10 Exceptional! (586 reviews)
Our getaway to Fernandina Beach and stay at Hoyt House was excellent. Our hosts David,Lindy and Katie were so helpful, as was all the staff. (Shout out to Sydney and Amanda.) Our hosts helped arrange tours for us and were helpful with recommendations on food, entertainment and tours. The morning breakfasts were top of the line. Our room was beautiful, clean and comfortable. And the pool was a god send for relaxing. Happy hour at the bar was a great way to meet other guests, or just enjoy a glass of wine or drink. Definitely recommend Hoyt House and will return again.

Reviewed on Sep 1, 2026

Florida House Inn

Florida House Inn

Fernandina Beach Historic District
CA $1,003
per person
Oct 16 - Oct 18
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Jacksonville (JAX)
7.8/10 Good! (1,005 reviews)
The Florida House Inn has quite the historic charm. If you are looking for modern amenities other than air conditioning and indoor plumbing, this is probably not the place for you. If you want a nice quiet getaway with some very rich (over 150 years) history, then this is the place. The Green Turtle Tavern, right next door, has live music on weekends so it is a little loud until 11pm Fri/Sat and 10pm Sun. If that’s not on your getaway punch card, again maybe not for you. We had a fun time sitting on the front porch, with our own cocktails, and people watching. You can also sit down on the back patio around the mermaid fountain for a slightly quieter get together. You can also make friends with the resident kitties if they will allow it. If you know cats, you know what I mean. The black cat, Mama, is the sweetest. The Mermaid Bar is open, inside, until 10ish. The restaurant, Leddy’s Porch seems to be a locals favorite spot for Sunday Brunch. The food was great AND you can get unlimited mimosas (or Bloody Mary’s I think) for $15. The fried green tomato BLT with homemade ranch was so yummy. My husband got an omelet with sausage and the sausage was phenomenal! Homemade and so tasty! There’s also indoor and outdoor seating. That was nice. Especially with the change of seasons coming, it would make for a beautiful Sunday out. We had a small issue with linens when we got there but the staff was very accommodating and courteous. We will definitely be back to visit.

Reviewed on Sep 2, 2026

Ready to book your vacation to Cumberland Island?

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Cumberland Island Hotel Deals

Amelia Hotel at the Beach

Amelia Hotel at the Beach

1997 S Fletcher Ave Fernandina Beach FL
Fully refundableReserve now, pay when you stay
CA $152
CA $176 total
Sep 7 - Sep 8
includes taxes & fees
Amelia Hotel at the Beach
Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

39 Beach Lagoon Road Fernandina Beach FL
Fully refundableReserve now, pay when you stay
CA $434
CA $564 total
Sep 13 - Sep 14
includes taxes & fees
Omni Amelia Island Resort & Spa
Courtyard by Marriott Amelia Island

Courtyard by Marriott Amelia Island

2700 Atlantic Avenue Fernandina Beach FL
Fully refundableReserve now, pay when you stay
CA $159
CA $179 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (834 reviews)
"Pool"

Reviewed on Sep 6, 2026

Courtyard by Marriott Amelia Island
See all 4,477 properties in Cumberland Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Cumberland Island attractions

Plum Orchard Mansion

9.6/10 (20 reviews)
You can spend time browsing the exhibits at Plum Orchard Mansion during your trip to Cumberland Island. Wander the beautiful beaches and seaside in this relaxing area.
See properties

First African Baptist Church

Find out about the history of Cumberland Island with a stop at First African Baptist Church. Discover the area's museums and shops.
See properties

What to do in Cumberland Island

Jekyll Island Dolphin Tours

Jekyll Island Dolphin Tours

CA $62
per adult
94% of travellers recommend
Jekyll Island Dolphin Tours
Our historic buildings are beautiful and full of wonder.

Downtown Fernandina Historical Walking Tour

CA $42
per adult
100% of travellers recommend
Downtown Fernandina Historical Walking Tour
Guided Kayak Eco Tour: Real Florida Adventure

Guided Kayak Eco Tour: Real Florida Adventure

CA $83
per adult
90% of travellers recommend
Guided Kayak Eco Tour: Real Florida Adventure
See all activities in Cumberland Island

Frequently asked questions

How much does a Cumberland Island vacation package cost?
You can pick up a vacation package to this top destination from CA $779 on Expedia. But how much your vacation to Cumberland Island costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Cumberland Island?
January, February and November are the best times to search for cheap Cumberland Island vacation packages. Travelling in quieter months means you can typically find reduced prices on flights and hotels.
How many days is enough for Cumberland Island?
Generally, a handful of days is enough to explore the top sights during your Cumberland Island vacation. However, if you prefer to have time to unwind or go on day trips, consider extending your itinerary.
How to find the best Cumberland Island package deals?
Use Expedia's filters to help you find some great Cumberland Island package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Cumberland Island package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Cumberland Island vacation as a package?
You can enjoy significant savings on your next Cumberland Island escape by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Cumberland Island?
If you're planning an impromptu Cumberland Island trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Cumberland Island?
  1. Choose your dates: The things you plan to do in Cumberland Island and your preferred season can help you decide when to go.
  2. Work out your budget: Make sure you have enough money to cover everything from food and transportation to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Cumberland Island.
  3. Work out your trip length: Consider how much time you want to spend exploring Cumberland Island. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Cumberland Island vacation package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.